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  • Barnes Bay, West End 2640, Anguilla
    Four Seasons might have spruced up the property slightly when it took over management from Viceroy in 2016, but the original clean lines and sharp angles of the midcentury modern architecture coupled with Kelly Wearstler’s playfully eclectic interiors are still unmistakable at this stunning property overlooking Meads and Barnes bays. Epitomizing tropical modern luxury, the property is awash in marble, natural stone, and wood, with dramatic views of the Caribbean Sea from dining rooms and infinity pools that seem to hover from their cliffside perches. Spanning 35 acres, the resort is home to 166 spacious, serene, and stylish accommodations ranging from suites to townhomes and private villas. Indulge at five dining venues, including the aptly named alfresco Sunset Lounge for sushi and the fine-dining Cobà, where fresh seafood is paired with choice cuts of meat and an impressive wine list. With three swimming pools and two distinct beaches to choose from, the most stressful part of the day is deciding where to lounge.
  • Basseterre, St Kitts & Nevis
    Local is the ethos at The Craft House. Commissioned by the government in 1982, the store offers a dizzying array of hand-crafted products, though the dolls, straw work, pottery, and leather goods are the best bets. No matter what you choose, you can rest assured that you’ve purchased an authentic souvenir—everything here is made on the island by artists who trained in the store’s educational program.

  • Southwest Council Crest Drive
    It’s not exactly Portland’s highest point but, at 1,073 feet, it’s close. Irrespective of how Council Crest Park measures up, it provides a view of five surrounding mountains on a clear day: Rainier, Adams, Jefferson, Hood, and St. Helens, with helpful indicators showing which mountain is which for those not as versed in freestyle mountain identification as lifelong Portlanders are. Bolder folks may opt to hike to the summit along the trails here, though driving up the hill past suffering road bicyclists is an easier option year-round. The water tower that’s now part of the park was once a feature of the Council Crest Amusement Park, torn down in 1941.
  • 3448, 1230 SE Grand Ave, Portland, OR 97214, USA
    On the corner of a rather scrofulous downtown block and across the street from the Ace Hotel’s event space, Wildfang is a self-described “home for badass women.” Whether it’s street style with a feminist message—even in Portland, it’s not every day that one finds a “Slay the Patriarchy” baseball cap—or high-fashion clothing that works on all sorts of body types, Wildfang packs it all in. For hangers-on who aren’t as interested in shopping or fashion, the bar inside the store provides liquid relief, including beers designed in collaboration with 10 Barrel that were created by women brewmasters.
  • Li Yuen Street East, Hong Kong, China
    Smack dab in the center of the bustling financial district, these parallel lanes are lined with shops with a row of stalls running down the middle of each street. The twin shopping strips are packed with discounted clothes of all kinds, plus shoes, bags, and costume jewelry. The colorful, frenetic scene is part of the shopping experience, and unlike other cheap and cheerful street markets in Hong Kong, this one is centrally located. No schlepping to the far corners of the island to satisfy retail impulses. Pick up silk, leather, watches, Chinese outfits for kids, and all manner of souvenirs.
  • 57 Kolokotroni
    Booze Cooperativa is “a brain hub of tribes and nations in creative disruption.” That certainly sounds like millennial trendspeak, but the Cooperativa—a three-story neoclassical textile mill repurposed in 1989 into spaces for art, music, and people-meeting, and eating and drinking, has been promoting local artists, providing community for artists of all sorts (many of whom co-work, or play chess with their friends, at the six-meter-long—almost 20 feet—table by day), and acting as a nighttime watering hole ever since. Booze isn’t just about booze at all, but you can smoke here—its owner registered the building as a political party headquarters to get around the Greek indoor smoking ban.
  • Av. Angamos 1606, Antofagasta, Región de Antofagasta, Chile
    Its imposing structure now in ruins like an ancient stone temple, the sea-facing Huanchaca silver foundry was abandoned at the beginning of the 20th century only to be named a national monument in 1974. At its foot now sits the Museum of the Atacama Desert, a striking, largely underground building opened in 2009 that was designed by a leading Chilean firm and reflects the same monumental scale as the foundry. The galleries are dedicated to geology, astronomy and archaeology, while the site as a whole—the museum, the foundry ruins and a foundation that supports local artists—forms the Huanchaca Cultural Park. It has quickly become a popular stop for visitors to Antofagasta, providing an excellent introduction to this region of Chile.

  • The perfect place to shop for anything and everything from all the islands is the 155-year-old public market called Le Marché. Located two blocks from the waterfront in the heart of Papeete, the market covers two stories. The lower level is filled with hundreds of stands offering Tahitian-made crafts, oils, vanilla, fruits, and flowers. Upstairs is reserved for artisans selling pareos, carvings, Tifaifai wall hangings and quilts, embroidered cushion covers, and other handicrafts. You’ll also find a few good shops for purchasing unique black pearl jewelry at fair prices. An on-site cafeteria serves local dishes. Le Marché is not just a tourist attraction, however—it’s a proper market where locals come to shop for meat, fish, fresh flowers, and produce and to chat with friends over coffee at one of the patisseries.
  • Last week we spent 5 days in Copenhagen, Denmark. October is, for me, the best time to visit. It’s colder and there are more chances for rain but the number of tourists is drastically lower. I did not feel suffocated by them at all. Nyhavn harbor was almost empty every day. I love traveling in the shoulder season.
  • Bonaventure Cres, Grace Bay TKCA 1ZZ, Turks and Caicos Islands
    The setting at Coyaba, which sits among the palms at the Caribbean Paradise Inn, is hardly shabby, but this restaurant stands out for its excellent food and very creative menu. The creation of Chef Paul Newman (no relation to the actor), the menu changes daily but always includes unique appetizers and entrees that mix locally sourced ingredients with international flavors with delightful taste. Try the lobster thermidor, which comes with a Dijon-mushroom cream sauce, and melts in the mouth. Or the crispy, whole, yellow snapper fried with Thai spices for a less heavy but equally tasty entrée. The appetizers could be turned into a meal as well, as these also show off Newman’s culinary skills and creativity. The coconut-shrimp tempura is excellent on the appetizer menu, as is the guava-and tamarind barbeque ribs. Oh and make sure to leave room for dessert. The homemade chocolate fondant and lemon meringue pie are both standouts.
  • 7-12 Half Moon St, Mayfair, London W1J 7BH, UK
    The historic Flemings Mayfair Hotel, Suites and Apartments is a boutique property that provides a home-away-from-home feel within one of London’s exclusive neighborhoods. Opened in 1851, it was converted from 13 Georgian townhouses dating back to 1731 and is today one of London’s oldest established hotels. Set on a quiet street in walking distance to Green Park, Buckingham Palace, and Bond Street, Flemings Mayfair has been privately owned by the same family for more than 40 years.

    Enhancing the historic property with contemporary touches, Fleming Mayfair completed a £14 million renovation in 2016 which included a new dining experience with Executive Chef, Michelin-starred Shaun Rankin.

    A décor featuring shades of bronze and soft greys mixing with teal, indigo, and mustard, creates a sleek but soothing retreat reminiscent of the 1930s within the Flemings Mayfair’s 129 guest rooms, suites and apartments. The one-, two-, and three-bedroom apartments, as well as a seven-bedroom Townhouse private residence, are individually decorated and boast fully-equipped kitchens and separate living and dining rooms.
  • Via Cala del Pozzo, 58043 Punta Ala, Castiglione Della Pescaia GR, Italy
    Italy’s beloved region of Tuscany brings to mind bucolic vineyards, rolling hills, and roads lined with towering cypress trees. But there’s plenty else to delight and even surprise travelers. Consider the quaint town of Punta Ala: located along the southern Tuscan coast, it’s under the radar of most travelers, yet the go-to summer escape of generations of Romans and Florentines.

    Punta Ala strikes a balance between relaxation and understated elegance that encourages lingering, and the same goes for its premier place to stay: Baglioni Hotel Cala del Porto. Set against the backdrop of the Mediterranean Sea and with two adjacent beach clubs (La Vela and Alleluja), the hotel’s 38 airy rooms offer views of the gardens and marina. In the heart of Maremma, Hotel Cala del Porto is perfectly located for day boating trips out to the island of Elba, wine tasting at notable Tuscan wineries, and some of the best golfing in Italy. The regional park Bandite di Scarlino beckons with hiking trails ideal for early morning risers.
  • Kamphaeng Phet 3 Rd, Khwaeng Lat Yao, Khet Chatuchak, Krung Thep Maha Nakhon 10900, Thailand
    The mother of unique Bangkok retail experiences is undoubtedly Chatuchak Weekend Market, Thailand’s largest outdoor bazaar. Known as Jatujak or simply JJ, it has 15,000 stalls spread over 35 acres and sells almost everything under the sun. This is the place to buy a Beatles cushion or shop for a new pet cobra or a hand-carved Buddha icon. With 200,000 people descending on the market every weekend, it’s best to come early, and perseverance can uncover a veritable treasure trove of collectibles ranging from beautiful ceramics and handicrafts to exquisite jewelry.
  • KWS Central Workshop Gate, Off Magadi Rd, Nairobi, Kenya
    The David Sheldrick Wildlife Trust rescues orphaned baby elephants from the wild, nurturing and raising them through the grief of losing their families, and then eases them back into their natural habitat when they are old and strong enough. The animals are not forced to return to the wild—at around four years old, they are moved from the Nairobi nursery to a new home near Tsavo National Park to help them gain the independence to move on. The baby elephants can be visited every day at 11 a.m., where you’ll see them playing in the mud and guzzling gallons of milk. Guests who choose to adopt an orphan can return at 5 p.m. to watch the babies enjoy an evening snack of leaves before being put to bed.
  • 330 E Main St, Aspen, CO 81611, USA
    When it opened in 1889, the Jerome lured New York City socialites and European aristocrats with its mix of rough-and-tumble mountain swagger and “modern” amenities (plumbing and electricity). In December 2012, the 94-room property emerged from a five-month renovation overseen by designer Todd-Avery Lenahan. The original front desk remains, and the tile floors have patterns inspired by Ute Indian weavings. The new lobby bar, the Living Room, serves craft cocktails amid mounted deer heads, mining artifacts, and a framed antique American flag. The rooms and common spaces feel inspired by a Ralph Lauren men’s collection, with lots of plaid, leather, and rich fabrics. Even the elevators are lined with old leather belts. Minibars are stocked with complimentary snacks such as organic chocolate peanut butter cups, and downstairs, guests can dine in the Living Room, the signature restaurant Prospect, or the legendary J Bar, which once poured pints for 10th Mountain Division soldiers and Hunter S. Thompson. The new Jerome proves that a hotel can step into the future while completely respecting the past. This grande dame remains the epitome of mountain town luxury.